Naturalproductman’s Blog

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Archive for the ‘Macrocycles’ Category

Sarcophytonolide synthesis

Posted by naturalproductman on February 20, 2013

Isao Kadota and co-workers from Okayama University have reported in Org Lett on a synthesis of sarcophytonolide.

diastereomers

OL paper

Posted in Macrocycles, Methodology | Leave a Comment »

Selective macrocyclization

Posted by naturalproductman on April 23, 2012

Christopher Boddy and co-workers at the University of Ottawa have reported in Organic Letters on the selective macrocyclization using DEBS TE.

enzyme

OL paper

Posted in Chemical Biology, Enzymatic, Macrocycles, Macrolides, Methodology | Leave a Comment »

Roseophilin synthesis

Posted by naturalproductman on March 29, 2012

Bernard Flynn and colleague at Monash University in Australia have reported in Organic Letters on a novel approach to roseophilin.
roseophilin

OL paper

Posted in Alkaloids, Macrocycles, Methodology | Leave a Comment »

Okilactomycin synthesis

Posted by naturalproductman on January 24, 2012

Thomas Hoye and colleague at the University of Minnesota have reported in Organic Letters on a racemic synthesis of okilactomycin from an intramolecular Diels-Alder.

okilactomycin

OL paper

Posted in Cascade Reactions, Cycloaddition, Diels-Alder, Lactones, Macrocycles, Methodology, Named Reactions, Pericyclic reactions | Leave a Comment »

Gymnodimine synthesis

Posted by naturalproductman on November 16, 2011

Daniel Romo and co-workers have reported in JACS on a synthesis of gymnodimine.
alkaloid
JACS paper

Posted in Alkaloids, Cascade Reactions, cross coupling, Macrocycles, Methodology | Leave a Comment »

Norcembrenolides syntheses

Posted by naturalproductman on October 6, 2011

Emanuel Theodorakis and co-workers have reported in Organic Letters on the syntheses of norcembrenolides B and C.

norcembrenolide

OL paper

Posted in Macrocycles, Methodology | Leave a Comment »

A Chemical Signal in Yeast

Posted by naturalproductman on September 17, 2010

Robert Cichewicz and co-workers at the University of Oklahoma have published in Organic and Biomolecular Chemistry on the isolation of a metabolite from a Streptomyces species that is responsible in controlling the transition from yeast to mycelia (the long growth form of the fungus).

mutanobactin A


OBC paper

Posted in Amides, Macrocycles | Leave a Comment »

Almost there!

Posted by naturalproductman on September 17, 2010

Michael Burkhart and co-workers at UCSD have published in Organic Letters on their progress towards the synthesis of spirohexenolide.

spirohexenolide

OL paper

Posted in cross coupling, Macrocycles, Methodology, Palladium, Stille, Transition Metal | Leave a Comment »

Chivosazole Synthesis

Posted by naturalproductman on September 13, 2010

Markus Kalesse and co-workers at Leibniz Universitat Hannover in Germany have published in JACS on the total synthesis of Chivosazole.

chivosazole

JACS paper

Posted in Ando olefination, cross coupling, Macrocycles, Macrolides, Methodology, Named Reactions, Stille, Wittig | Leave a Comment »

Heronamides A-C

Posted by naturalproductman on August 24, 2010

Robert Capon and co-workers at the University of Queensland have published in Organic and Biomolecular Chemistry on the isolation of polyketide macrocycles dubbed heronamides.  None of the compounds had anticancer or antibiotic activity but heronamide C at 50 micromolar concentration made the HeLa cells have large intracellular structures.  The biosynthesis of these molecules are interesting in that the polycyclic ring structure is obtained via electrocyclic ring closure.

heronamide

OBC paper

Posted in Electrocyclizations, Macrocycles, Polyketides | Leave a Comment »

 
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